3507-20-8

Upstream product

• 591-50-4 iodobenzene 
• 1189351-09-4 C₆H₁₅N*C₈H₈BrNOS₂ 
• 2942-13-4 6-methoxy-1,3-benzothiazole 
• 59919-11-8 2-methyl-1-phenyl-2-(phenylthio)propan-1-one 
• 108-98-5 thiophenol 
• 2605-14-3 2-chloro-6-(methyloxy)-1,3-benzothiazole 
• 930-69-8 sodium thiophenolate 
• 98-80-6 phenylboronic acid 
• 2182-73-2 6-methoxy-1,3-benzothiazole-2-thiol 
• 1747-60-0 6-methoxybenzothiazol-2-ylamine 

Relevant academic research and scientific papers

Copper-Catalyzed One-Pot Synthesis of Chalcogen-Benzothiazoles/Imidazo[1,2- a ]pyridines with Sulfur/Selenium Powder and Aryl Boronic Acids

An efficient and convenient copper-catalyzed oxidative chalcogenation of benzothiazoles and imidazo[1,2- a ]pyridines with sulfur/selenium powder and aryl boronic acids was developed. This procedure allows access to a wide range of structurally diverse arylchalcogen-substituted benzothiazoles/imidazo[1,2- a ]pyridines in good yields and with good functional group tolerance. A biological evaluation revealed that some of the obtained products exhibited in vitro antiproliferative activities on human-derived lung, stomach, esophageal, and breast cancer cell lines.

Divergent S- And C-Difluoromethylation of 2-Substituted Benzothiazoles

Two unprecedented and complementary synthetic strategies for S- and C-difluoromethylation of 2-substituted benzothiazoles have been developed by taking advantage of the remarkably different reactivity of CF2H- and 2-PySO2CF2- nucleophiles. A variety of structurally diverse difluoromethyl 2-isocyanophenyl sulfides and 2-difluoromethylated benzothiazoles were synthesized with these two new synthetic protocols.

N-heterocyclic carbene copper(I) complex-catalyzed direct C-H thiolation of benzothiazoles

N-heterocyclic carbene (NHC) copper(I) complexes based on imidazol-2-ylidene and 1,2,3-triazol-5-ylidene catalyzed the direct C-H thiolation of benzothiazoles and benzoxazoles with aryl and alkyl thiols to give 2-aryl and 2-alkylthiobenzothiazoles in moderate-to-good yields. The NHC copper(I) complex [(IPr)CuI] was the most effective catalyst for the reaction among the NHC-Cu(I) complexes examined in this study.

Substrate-promoted ligand-free CuI catalyzed S-arylation of 2-mercaptobenzothiazoles with aryl iodides in water

A green and efficient method has been developed for the cross-coupling of 2-mercaptobenzothiazoles with aryl iodides in water. The reactions proceeded smoothly under ligand-free conditions in the presence of TBAB to give the corresponding products in good yields. The protocol showed good tolerance toward a variety of functional groups. A substrate-promoted mechanism for this catalytic reaction has been proposed.

Rhodium-catalyzed phenylthiolation reaction of heteroaromatic compounds using α-(phenylthio)isobutyrophenone

In the presence of catalytic amounts of RhH(PPh3)4 and 1,2-bis(diphenylphosphino)ethane (dppe), 1,3-benzothiazoles, 1,3-benzoxazoles, and benzothiophene reacted with α-(phenylthio) isobutyrophenone giving 2-phenylthio derivatives. Reactive monocyclic heteroaromatics, 1-methyl-1,2,3,4-tetrazole and 2-cyanothiophene were also converted into the 5-phenylthio derivatives. The use of an appropriate phenylthio transfer reagent is crucial for the efficient catalyzed conversion of heteroaromatic C-H bonds into C-S bonds.

Intra- and Intermodular C-S bond formation using a single catalytic system: First direct access to arylthiobenzothiazoles

We have for the first time developed two llgand-assisted Cu(I)-catalyzed sequential Intra- and intermolecular 5-arylations leading to the direct synthesis of arylthiobenzothlazoles In one pot without an Inert atmosphere. Low catalyst loading, inexpensive